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Letters to Penthouse XXX Page 19

by Penthouse International


  She told the other men to take turns fucking her cunt while she lay impaled on Sean’s pole. Thomas went first, and I kept Mitch and Daniel at the “ready” with my mouth and hands. Thomas fucked Donna hard and fast until they both came. As soon as he pulled out, Mitch took his place, and he made her come even harder before he added his load to the others.

  Now Daniel moved in, and Donna grabbed his waist as if he was her first! He fucked her hard for a good twenty minutes. By then I had Thomas hard once more, sliding in and out of my pussy from behind as I took in Donna’s sex show. Mitch was so inspired, he was able to go again, and added yet another load to her dripping cunt.

  All this time Sean’s mighty shaft was still stuffed up Donna’s ass. His staying power was amazing. But now the time had come for him to get his payoff. He wrapped his muscular arms around her and lowered her facedown on a large silk cushion on the floor, with his cock still wedged up her ass. Now, like a fevered devil, he grabbed her hips and fucked her ass with hard, deep strokes. With every satanic thrust her face was pressed into the silk pillow. Both of them were grunting like rutting animals.

  Donna moaned in climax, and I came also, watching her tight asshole clasp Sean’s shiny cock and finally draw forth ropes of come. It dripped out around his shaft and ran down her thighs, which already were glistening with come flowing from her pussy. Finally he rolled off her, and we carried her off to bed.

  The happy bride lay spread-eagle on the sheets, smiling and cooing, running her fingers lazily over her soggy cunt, delighted to show us what a happy come-soaked slut she was. She asked the men each to kiss her clit good night, then drifted off while I showed them out. Well, after one last toast.

  The wedding went off great, and Nick has been unable to thank me enough for Donna’s “education.” I’m invited over for frequent brushups—me and my four “ass”-istants.

  —C.L., San Jose, California

  Their Marriage Opens Wide, and So Do Her Legs, When She’s on a Three-Way Date

  One night I decided that I was going to have a threesome with Tony and Kevin as soon as I possibly could. Having sex outside our marriage was an idea I would never have thought of myself, but my husband had suggested opening up our marriage and since I knew he’d waste no time getting a woman, I wasted no time getting two men.

  I work with a guy named Tony who’s a real ladies’ man and has probably banged half the girls in our office. We’ve been good friends and he’s never hit on me—I let him know I wasn’t on the market at our first lunch together—but we always talk candidly about sex and the sexual experiences we’ve had. At a recent lunch he told me that he and his friend Justin took one of Justin’s girlfriends out one night. He explained that it all started innocently enough with a poker game that turned into a strip poker game that turned into a three-way. He and Justin apparently turned her every way but loose, from double blowjobs to a double entry. They kept it going until they were all drained.

  Although I feigned some good-natured disgust, the story set my imagination racing. The idea of being with two guys made me warm all over. I imagined two guys making me do nasty things like giving them each blowjobs then fucking them both at once. At any rate, I told him about my husband and me deciding to fuck other people. Tony was enthusiastic and suggested that since we were good friends and didn’t have to worry about becoming romantically involved, he would be a natural to start with. I said, “I don’t think an office affair would work, but if I change my mind, I’ll let you know.” A week later, he asked me out for a drink after work and I accepted. I asked him if it would be just us or if I should bring a deck of cards, hoping he’d get the hint.

  When I arrived, I looked around to find Tony at the bar sitting next to a very attractive man. He introduced me to his friend by saying, “Sharon, I want you to meet Justin,” then motioned me to a stool between them.

  We made small talk while getting acquainted. After the second drink the conversation came easier and so did I, allowing my skirt to ride higher up my legs. Justin complimented me by saying, “Tony told me that you were intelligent but he didn’t mention that you were so beautiful and have such great legs.” I thanked him and deliberately left my skirt unadjusted.

  I wasn’t sure if Justin knew that Tony just told me about the threesome with his girlfriend or not, so I said, “So I hear you like to play poker . . .” They glanced at each other and then ordered another drink. I suggested we all have dinner at a well-known restaurant, not because it was good but because it was thirty miles from my house.

  I wasn’t surprised when Tony wanted the three of us to go there together in his convertible. I squirmed into the middle between them, practically sitting on top of the gearshift. The seat was low but I managed to get settled, occasionally letting my skirt ride up. And every time Tony shifted gears, we became even friendlier!

  Tony put the top down and the powerful car roared down the highway, my hair blowing and my skirt flapping enough to expose most of my pantyhose. I felt wonderful, unconfined, and unfettered. When Tony put his hand on my knee, I pretended not to notice.

  We arrived at the restaurant and got comfortable and I enjoyed my meal the best way possible—with good company and good wine. A friendly waitress gave us excellent service and bright conversation. I asked her if there were any drive-in theaters in the region and with a knowing smile, she said there was only one left in the county—on the outskirts of town—and mentioned that it showed cheesy seventies porn in a last-ditch effort to stay open. She recommended it highly. Justin asked why I wanted to go to a drive-in and I said I didn’t have a good poker face. He laughed out loud and got another bottle of wine.

  We arrived at the drive-in shortly after dark. Tony put the convertible top back up and we settled in, pretending to each other that we were interested in seeing the movie until Justin left to get us some popcorn. As soon as he left, Tony asked if I was ready to go through with this and I replied, “We’ll soon find out, won’t we?” With that he put his arm around me and I received a very tentative first kiss. He whispered, “I’ve been wanting to do that for a long time.”

  I asked, “What else have you been wanting to do to me?” We laughed and kissed again, this time with a little more passion. We were both nervous, but I noted that he had a hard-on and I was wet. For a brief moment, I wished that Justin wasn’t coming back.

  Justin arrived with the popcorn and some paper cups for our wine. As darkness set in, I could see some of the couples in the cars around us. Our car had dark-tinted glass, which provided a little bit of privacy. Tony kissed me again, maybe to demonstrate to Justin that he could. Of course Justin demanded equal opportunity and I complied with an immodest, sexy kiss that set the tempo for the rest of the evening.

  The movie opened with a pretty blonde actress giving a beefed-up man a blowjob. It was unusually well-done for a porn movie, and while I pretended to be dismayed by the show, I was certain that I would go along with anything and everything the boys wanted me to do.

  Soon enough that meant having these two men get things going by removing my expensive silk blouse. Tony then spun me around to remove my bra while Justin discovered that my pantyhose were a barrier that prevented him from touching my pussy. They wouldn’t stay there long.

  I dropped one hand to Tony’s crotch, then the other to Justin’s, and spurred them on by squeezing their cocks. Tony opened his pants and placed my fingers around his dick. Of course Justin had to go Tony one better, so he removed his pants and his shorts and placed my open, willing hand back on his dick. By then I was out of my mind with lust and ready for anything. I kicked off my shoes and with Justin’s help squirmed out of my pantyhose. My skirt was the only thing between me and complete nakedness, but Tony took care of that.

  I checked the neighbors’ cars before leaning down to closely examine Tony’s cock. I’d actually seen very few cocks at that point of my life and never imagined I’d see one that big. Justin nudged me to see his dick, too, then pressed my head down unt
il his cock was in my mouth. His was only the third cock I had ever sucked. Before that there was my husband and a high-school boyfriend—the night I lost my virginity at a drive-in. I guess old habits die hard!

  Keeping a firm grip on Tony, I tried unsuccessfully to get the entire length of Justin’s cock into my mouth. Meanwhile, Tony ran his hand up my leg and found my cunt wet and ready. He fondled and started kissing my left tit. Justin was too busy enjoying his blowjob to think about pleasuring me for the time being.

  I left Justin’s dick to answer Tony’s plea that I give him a turn in my mouth. It soon became obvious that the crowded conditions in the front seat limited our choices for comfortable sexual positions. But Tony had the answer for that soon enough and reached down for the lever that laid both seats back down, giving us space a little bigger than a twin bed, although not quite as comfortable.

  I continued to stare at Tony’s cock until he firmly eased himself into my mouth. Justin twisted around so he could get his tongue into my pussy. I’d never felt so out of control! My body reflected that powerful passion by shaking violently in one great big giant orgasmic spasm. After taking a few minutes to recover, I noticed briefly that the couples in the next cars had been looking at us.

  When I asked the boys what they had in store next Tony reached in the glove box for a tube and Justin said, “It’s time for us to make a Sharon sandwich.” When Tony explained, I told them that I’d never had anal sex before but was anxious to try it. They presented their cocks for me, and Tony said, “Suck our cocks hard enough and we’ll fuck you out of your mind.” I made up my mind that Justin would be the one to fuck me in the ass so I sucked Tony first, bouncing his big balls in my hand until he seemed almost ready to explode.

  I returned to Justin and brought him to a high point then shrewdly spread some of the KY on his dick. Tony took the tube and worked a gob into my asshole. He said, “You can’t be too careful. I promise we’ll take it easy.” His words made me feel a little less apprehensive about what we were going to do. After Justin licked my asshole and tongue-fucked my pussy, they told me to kiss Tony’s big dick one more time. Then they told me to straddle him and ease his cock into my twat.

  As soon as I appeared to be comfortable, Justin inserted a finger into my ass, then two, then after pushing my head and shoulders all the way forward so my tits were on Tony’s face, he started to put his greasy dick into my asshole. He went carefully until I felt him all the way in my bowel. It was the most intense sex I’d ever experienced. With tears streaming down my face, I shouted, “I love this! Fuck me good and don’t stop! Don’t you dare quit! Please make this last!”

  One by one we all came and got a thumbs-up from the naked couples in the other cars. Another round of wine and I dressed just enough to get home. When my husband saw me he knew our new marital adventures had finally begun in earnest. Now that we’ve started we can never go back to just each other. It will never be the same. I’ve learned lots of new ways to please him but the drive-in will always be reserved for another—or should I say, others!

  —S.R., Los Angeles, California

  All’s Fare in Love and More When This Pair of Lovers Takes a Terrific Ride

  I’m a very happily married twenty-six-year-old housewife. I don’t remember when, but at some point my husband developed a fantasy about me having sex with other men. At first I was worried that something was wrong with our marriage, but over the years I’ve come to understand that it wasn’t a sign of marital weakness but one of marital strength. After several years of wedded bliss we had become secure enough with each other to begin exploring other sexual avenues. It was our first opportunity that leads me to write this letter.

  For my husband’s twenty-ninth birthday, we planned a night at a hotel. I let him know that if things worked out right, he just might get the birthday present of his dreams. For our big night out, I dressed in a short, black skirt, high heels, and a tight black top that accentuated my tiny, firm breasts. My panties were also black, but sheer enough to see my pussy through.

  We started our evening with a few drinks in the hotel bar. We looked for a potential candidate among the men there, but I was very picky about who I’d let help me fulfill my husband’s fantasy, and that made it slightly more difficult to find a man for me to fuck.

  I flashed a few of the guys by crossing and uncrossing my legs while we were there, but not in an obvious way. Unfortunately, none of the men at the bar seemed to fit our profile. Since there were no suitable prospects in the hotel bar, we decided we would call for a taxi to drive us to a local nightclub to see if our luck would change. We also figured that if the driver was okay with it, we could fool around a little bit on the way over. I packed a condom and a little bottle of lubricant just in case.

  We were delighted to meet the driver, a guy about our age, polite and pretty attractive, whose name was Jerry. We’d already had a few drinks so we were talkative and friendly during the ride. About halfway there, my husband began sliding his hand up my skirt, massaging my pussy as we continued talking. I could feel a wave of sexual excitement come over me and decided to just come right out and ask Jerry if it was okay to give my husband a blowjob for his birthday. He looked into the mirror and said, “Whatever you want to do is up to you, but if you don’t mind I’ll pull off the road so I don’t crash while you’re doing it.” He pulled into a parking lot, turned off his lights and the meter and locked the doors.

  I got onto my hands and knees and put my husband’s dick in my mouth. Wasting no time I lifted my skirt to expose my ass to the driver. My husband said, “Do you mind if Jerry and I entertain ourselves while you’re doing that?” I moaned my approval and let Jerry in back with us. Even though I was still a bit nervous, their sexy touches got me so excited I wouldn’t have cared less what happened next.

  I could feel my juices begin to flow as the men pulled my panties down to my knees. Soon my blouse was unbuttoned and my bra tossed aside. I felt a finger softly massaging my clit while another explored my damp pussy. It was difficult to concentrate on my husband’s blowjob as the guys explored my body like that, but we managed to work ourselves into a fantastic grind until I had an intense orgasm. I later learned that it was Jerry who made me come with his smooth movements.

  By then I was feeling more adventurous, and my husband suggested I lie down in the backseat so he could fuck me while Jerry watched. I did as he asked and he penetrated me in one motion. He fucked me for several minutes before he said I should let Jerry have a turn. I agreed, as long as he wore a condom.

  Jerry looked quite pleased about the decision and switched places with my husband without saying a word. He pulled out his dick and I could see that he already had a raging hard-on. It was about the same length as my husband’s, but slightly thicker, with a big head. Once he was ready, I unrolled the condom over his shaft. My husband handed me some lubricant and I greased Jerry’s latex-covered prick. He slid in easily, too, fucking me slowly before sinking his dick as deeply into me as he could. His pelvis ground against me tightly as he banged me. I remember him confirming my husband’s comments about how tight my cunt is. It was a real turn-on to have a new cock inside my cunt and to know how much he liked it.

  I thought my husband would enjoy it if I hoisted my legs up over Jerry’s shoulders and let him penetrate me even deeper. I put my legs straight up and gently placed the back of my knees on Jerry’s broad shoulders. He responded by fucking me with long, deep strokes. I came within seconds and he fucked me as hard as he could.

  Jerry fucked me beautifully, pushing his pulsing cock deep inside me and withdrawing it fully on each stroke. It was so exciting to be getting fucked by a total stranger, knowing that my husband was watching the whole thing from inches away. My orgasm was so powerful my legs were literally shaking.

  When I thought Jerry might be about to come, I rolled over and told my husband to get closer. I pulled Jerry’s rubber off, lubed up my hands, and began massaging his cock. Within seconds he shot warm com
e all over my breasts and neck. As Jerry sat back, my husband quickly switched places with him. He was already hard from watching Jerry fuck me and quickly entered my slackened pussy. Jerry’s come dribbled along my breasts and down my sides as my husband lifted my legs onto his own shoulders. He slammed his cock into me again and again then pulled out to the very edge of my lips before he tensed up and soiled the inside of my pussy. My husband let his dick fall away so he and Jerry could see the come well up inside my spent hole. I pushed gently and the come slid down to my ass crack.

  Jerry handed me a box of tissues and I wiped off the gobs of scum Jerry had blasted onto me and got dressed. Jerry took us back to where he picked us up and thanked us endlessly for his little adventure. He handed us his business card and said to give him a call if we wanted a repeat performance. We got home, showered, and made love again before we fell asleep.

  We never got back together with Jerry and I haven’t taken the opportunity to fuck many other guys since then, but my husband and I are always looking for the next candidate. That experience, though short-lived, has provided us a lifetime of memories.

  —K.L., Houston, Texas

  They Go Where Winners Go and Have Themselves a Super Ball on the Way

  My name is Janie and I’m married to a really great guy named Ethan. We’re long-time friends with another couple about our age, whose names are Brandon and Gaye. Last month the four of us decided to take a week’s vacation together at a large family amusement park. We were determined to drive straight through in our new conversion van. We placed our luggage in a pod on the top and removed the van’s third seat to make room for an air mattress in the rear for our friends and us to sleep on.

 

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